Reduction of this intermediate by hydrogen transfer from 1,4-cyclohexa-
diene in the presence of platinum leads to loss of the carbobenzoxy
group and formation of the transient primary amine 119. The terminal
primary amino group in that product then participates in a second
addition–elimination sequence to form an eight-membered ring ( 120 ).
Treatment of this intermediate with trimethylsilyl bromide then cleaves
the ethyl ethers on phosphorus to give the free phosphonic acid and thus
perzinfotel( 121 ).^24
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40 ALICYCLIC COMPOUNDS